Structure Database (LMSD)

Common Name
Alphitonin
Systematic Name
Synonyms
LM ID
LMPK12130073
Formula
C15H12O7
Exact Mass
Calculate m/z
304.058305
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Aurone flavonoids [PK1213]

Biological Context

Alphitonin is a flavonoid that has been found in L. leptolepis wood.1 It is also a metabolic intermediate that is formed during the catabolism of quercetin by the human gut bacteria E. ramulus.2,3

This information has been provided by Cayman Chemical

References

1. Braune, A., Gütschow, M., Engst, W., et al. Degradation of quercetin and luteolin by Eubacterium ramulus. Appl. Environ. Microbiol. 67(12), 5558-55567 (2001).
2. Jaganath, I.B., Mullen, W., Lean, M.E.J., et al. In vitro catabolism of rutin by human fecal bacteria and the antioxidant capacity of its catabolites. Free Radic. Biol. Med. 47(8), 1180-1189 (2009).
3. Chen, K., Ohmura, W., Doi, S., et al. Termite feeding deterrent from Japanese larch wood. Bioresour. Technol. 95(2), 129-134 (2004).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Viridiplantae (#33090)
Flavonoid imported from http://metabolomics.jp/

String Representations

InChiKey (Click to copy)
VCLACNNZBMRRES-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C15H12O7/c16-8-4-11(19)13-12(5-8)22-15(21,14(13)20)6-7-1-2-9(17)10(18)3-7/h1-5,16-19,21H,6H2
SMILES (Click to copy)
C12C(=O)C(CC3C=CC(O)=C(O)C=3)(O)OC=1C=C(O)C=C2O

Other Databases

HMDB ID
HMDB0133543
CHEBI ID
69013
METABOLOMICS ID
FL1BACNS0001
PubChem CID
12305769
Cayman ID
29716

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 3
Aromatic Rings 2
Rotatable Bonds 2
Van der Waals Molecular Volume 252.23
Topological Polar Surface Area 129.52
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP 1.30
Molar Refractivity 73.67

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Updated at
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